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Florida Keys Vacation Rentals with Pool(2,260)

2,260 Results
$2,050 - $2,900
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
7 night minimum stay
(41)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
(91)
$875 - $1,600
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
(38)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(39)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(15)
$1,300 - $1,950
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(30)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(68)
$135 - $160
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(40)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(18)
$350 - $484
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(87)
$1,300 - $2,400
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night minimum stay
(46)
  • 4 BR,
  • 4 BA,
  • Sleeps 10
7 night minimum stay
(8)
$175 - $400
per night
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
3 - 7 night minimum stay
(27)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(33)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 7 night minimum stay
(9)
$1,799 - $2,275
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(10)
$300 - $400
per night
3 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 4 night minimum stay
(32)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(43)
$185 - $270
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(27)
$1,600 - $3,500
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(21)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
(12)
$200 - $425
per night
7 - 8 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
7 - 8 night minimum stay
(11)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 5 night minimum stay
(18)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 night minimum stay
(26)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(34)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 7 night minimum stay
(39)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 7 night minimum stay
(27)
 

Recent Florida Keys Reviews

Ocean pointe condos tavernier

5 of 5
Fantastic and well maintained
  • Submitted: Dec 13, 2014
  • Stayed: Dec 2014

Stay here!

5 of 5
Paradise! Two balconies, tastefully furnished, two bikes, new bathroom, great kitchen and bedrooms set in tony Truman Annex. What's not to love? The thing that sets this rental apart from all others is Susan. She wants people to love Key West as much as she does. She's a hands-on owner who is only a phone call away. Don't think twice about renting Susan's Sunset and Ocean Condo. It's wonderful.
  • Submitted: Dec 13, 2014
  • Stayed: Dec 2014

Papa's Hideaway Cottage

5 of 5
Wonderfully quaint, deliciously comfortable, decorated beautifully. Everything was wonderful! We will be back.
  • Submitted: Dec 12, 2014
  • Stayed: Dec 2014